Abstract

A novel diaminobutane-based poly(propyleneamine) ferrocenyl dendrimer functionalized with electrochemically polymerizable pyrrole substituents, DAB-dend-[{η5-C5H4CONH}Fe{η5-C5H4C(O)NH(CH2)3NC4H4}]4 (1), has been prepared and characterized. A secondary reaction product, the dipyrrole derivative [Fe{η5-C5H4C(O)NH(CH2)3NC4H4}2] (2) has been also isolated and used as a model to facilitate the characterization of 1. The molecular structure of 2 has been determined by single crystal X-ray diffraction studies. Glassy carbon electrodes have been successfully modified by electropolymerization of the pyrrole-functionalized derivatives 1 and 2, in dichloromethane/acetonitrile solutions, resulting in visually detectable electroactive ferrocenyl polymer films persistently attached to the electrode surfaces. Osteryoung square wave voltammetry experiments (OSWV) showed that films of the electropolymerized amidoferrocenylpyrrole functionalized dendrimer 1 (poly-1) senses H2PO 4 − in aqueous solution using Li[B(C6F5)4] as supporting electrolyte.

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